반응 #48445

반응 방정식

(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one

N,N-diisopropylethylamine

diphenyl N-cyanocarbonimidate

→

title compound

수율 80.0%

Phenyl N′-cyano-N-[(3R,6S)-6-(2,3-difluorophenyl)-1-ethyl-2-oxoazepan-3-yl]imidocarbamate

수율 80.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the reaction was quenched with 0.5N NaOH
2. 2
   세척the organic layer washed with water and brine
3. 3
   추출The combined aqueous layers were extracted with EtOAc
4. 4
   기타The combined organics were dried
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타Purification by silica gel chromatography (EtOAc/hexanes)

실험 절차

A solution of (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one (135 mg, 0.503 mmol) in dichloromethane was treated N,N-diisopropylethylamine (65 mg, 0.503 mmol) and diphenyl N-cyanocarbonimidate (204 mg, 0.855 mmol). After 5 h, the reaction was quenched with 0.5N NaOH and the organic layer washed with water and brine. The combined aqueous layers were extracted with EtOAc. The combined organics were dried, filtered and concentrated. Purification by silica gel chromatography (EtOAc/hexanes) gave the title compound (166 mg). MS 413.3 (M+1).

출처